Vacation rentals with a pool in St. Johns County

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Popular amenities for St. Johns County rentals with a pool

House rentals with a pool

Top guest favorite
A clear swimming pool is depicted, showcasing calm water with scattered floating toys. Sunlight reflects off the surface, creating a serene atmosphere. Surrounding the pool are several black lounge chairs, providing space for relaxation.
Home in Jacksonville
4.85 out of 5 average rating, 206 reviews

Private FL Home with Pool, Hot tub & Luxury Master

JoanneRating, 5 stars2 weeks ago
Sandra's home is very welcoming and stocked with anything you would need. The yard is beautiful, and the pool was amazing, as the weather was 95 degrees every day we were there. The location is near restaurants and stores which is convenient. We had the pleasure to meet Sandra, and she is a lovely person. We look forward to coming back in the future.
Guest favorite
An outdoor pool area is framed by palm trees, showcasing a large heated pool surrounded by a spacious patio. Colorful Adirondack chairs are arranged invitingly along the edge, offering a perfect spot for relaxation. The atmosphere is bright and sunny, with clear blue skies overhead.
Home in St. Augustine
4.91 out of 5 average rating, 140 reviews

Walk 2 beach! Relaxing 3/2 Huge heated pool dog ok

StephanieRating, 5 stars1 month ago
our stay here was amazing! the place was clean and host was very nice and communicated regularly. it is just a short walk to a beautiful beach too. pool was nice, hot and clean. lots of little extra things like spices, ziplock bags, dish soap, and body care. the location couldn't have been more perfect for what we had wanted. thanks for a great stay!!
Top guest favorite
The exterior of the home features a two-story structure with a welcoming porch. Potted plants hang from the posts, and a decorative sign is positioned near the entrance. Lush greenery and various plants are arranged along the pathway leading to the front steps.
Home in St. Augustine
4.98 out of 5 average rating, 168 reviews

Historic St. Augustine 2/2 Duplex & Pool

DonnaRating, 5 stars3 weeks ago
We were on a girl’s trip. There were six of us, and there was plenty of room to where we were not just running into each other. The house definitely had character, and the surrounding neighborhood was very quiet. We also loved having the pool just right outside the back door. I would definitely recommend this house. Lili was a great hostess!
Top guest favorite
A bright living area features a comfortable gray sectional sofa adorned with blue and yellow pillows. A flat-screen TV is mounted on the wall, and large glass doors open to a scenic view. A small workspace with a chair is visible in the corner.
Home in St. Augustine
4.98 out of 5 average rating, 104 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

SurajRating, 5 stars2 weeks ago
Great Host! Communicates well and property is amazing! Really cares about his guest having their best time!
Top guest favorite
The outdoor area features a private saltwater pool with a custom spa, surrounded by lush tropical landscaping. A spacious cabana is included, with comfortable seating beneath flowing white drapes. A shaded umbrella is positioned beside the pool, enhancing the relaxation space.
Home in St. Augustine
4.99 out of 5 average rating, 102 reviews

2023 Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach

NicoleRating, 5 stars5 days ago
A perfect spot for our family vacation! We loved the house, the pool area, and the proximity to the beach and St Augustine’s downtown.
Guest favorite
The home features a modern design set against a serene backdrop of trees and greenery. A spacious driveway leads to the entrance, framed by well-maintained lawns and landscaped shrubs. The exterior showcases large windows and a combination of muted colors, contributing to a harmonious appearance.
Home in St. Augustine
4.84 out of 5 average rating, 228 reviews

Spacious St. Augustine Home "The Gold Knocker"

TristinRating, 5 stars1 week ago
Nicky was very responsive we were arriving early texted her and let her know she said it was ok if we went ahead and got to the house earlier than check in very helpfull she has a very pretty house a nice screened in pool and alot of good recommendations in a note book right in the house very well done we would definitely stay again
Top guest favorite
An enclosed lanai features a heated saltwater pool surrounded by a sleek concrete deck. Colorful lounge chairs are positioned nearby, and greenery is visible outside the mesh screens. The walls exhibit a calming light hue, contributing to a serene poolside atmosphere.
Home in St. Augustine
4.97 out of 5 average rating, 116 reviews

The Salty Seashell, Coastal Pool Home, Sleeps 8

NicoleRating, 5 stars1 month ago
The Salty Seashell was the perfect home base for our St. Augustine adventures with its proximity to so many attractions and restaurants. After busy days exploring downtown St. Augustine or Anastasia State Park we loved unwinding at the pool. The home is beautifully furnished and is in a quiet neighborhood which was nice to return to after the hustle and bustle of the day. Stephenie is a great host, very responsive and welcoming. We would highly recommend the Salty Seashell for your St. Augustine getaway as well.
Guest favorite
A tranquil backyard area is featured, showcasing a heated pool surrounded by lush greenery. Two black chairs are positioned on the stone patio, offering a comfortable spot for relaxation. The space is enclosed by vibrant tropical plants, enhancing the private atmosphere.
Home in St. Augustine
4.96 out of 5 average rating, 156 reviews

Dune Bungalow

PhilRating, 5 stars4 days ago
The Dune bungalow was a perfect getaway for my wife and I. Very secluded, quiet and awesome outdoor pool and so close to the beach. Restaurants nearby are amazing and the neighborhood feel in this area is just amazing very friendly people and a very quiet, secluded location. It was absolutely what we were looking for, and we were not disappointed. When we need to book again for a secluded romantic getaway, the Dune bungalow fits the bill to a T. We were so happy we had a chance to stay there and will definitely be back. Thank you so much for sharing your house with us. It was just beautifuland we can’t wait to get back!

Condo rentals with a pool

Guest favorite
A swimming pool is surrounded by lounge chairs, with palm trees providing shade in the background. Blue skies and scattered clouds create a bright atmosphere. The pool area features a smooth surface and a safety railing on one side.
Condo in St. Augustine Beach
4.85 out of 5 average rating, 251 reviews

Ocean Side Complex w/ Heated Pool B-15

EricaRating, 5 stars2 weeks ago
Stayed at Todd’s place for my vacation in St.Augustine and it was lovely ! Great place and location very clean and a comfortable bed ! The beach was not far away at all! I will be back and I will definitely stay again at Todd’s place ! He is a great host that provides clear instructions and is very responsive and helpful as well as friendly.
Top guest favorite
An aerial view captures the layout of the community, featuring a central swimming pool surrounded by lounge chairs. Lush greenery and trees create a serene atmosphere, while several buildings are positioned around the pool area, providing a park-like setting.
Condo in St. Augustine
4.99 out of 5 average rating, 109 reviews

Riverfront direct views-Get it ALL in St Augustine

NataliaRating, 5 stars2 weeks ago
I had an amazing stay at this condo! The view from the balcony was absolutely stunning—whether it was sunrise or sunset, the scenery made the experience unforgettable. It was the perfect spot to relax and unwind. The condo itself was spotless, stylish, and well-equipped with everything I needed for a comfortable stay. The bed was cozy, the kitchen had all the essentials, and the overall layout was spacious and inviting. The host was fantastic—very communicative, helpful, and made the check-in process smooth and simple. The location was also ideal, with easy access to local restaurants, shops, and attractions. If you’re looking for a beautiful, relaxing getaway with all the comforts of home and an unbeatable view, this is the place. I’ll definitely be coming back!
Guest favorite
A circular pool is surrounded by a stone patio, with several lounge chairs positioned around the perimeter. Palm trees stand nearby, and a multi-story building is visible in the background, completing the tranquil resort atmosphere.
Condo in St. Augustine
4.91 out of 5 average rating, 118 reviews

Oceanfront Retreat!

KadeeRating, 5 stars3 weeks ago
We come here every year for my son’s birthday and we always stay at “the condo”. Barbara takes such good care of us. She left a gift for my 4 year old this year and he absolutely adored it. So thoughtful of her. The sunrise on the patio is to die for and its short drive into St. Augustine. We love it here. 🥰
Guest favorite
A clear blue pool is surrounded by lounge chairs and palm trees, creating a relaxed atmosphere. The well-maintained area features a nearby shaded gazebo, enhancing the outdoor experience. Bright skies with scattered clouds are visible overhead, contributing to an inviting outdoor setting.
Condo in St. Augustine
4.92 out of 5 average rating, 309 reviews

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

BradRating, 5 stars1 week ago
Great spot close to the beach! About a 6 min walk, there are two pools in the complex which is nice as well. Squeaky clean and very detailed intrusions for check in and check out
Top guest favorite
A spacious outdoor pool is surrounded by lounge chairs, providing ample seating for guests. The clear blue water invites relaxation, while palm trees and landscaped areas offer a tropical ambiance. Nearby buildings are visible in the background, enhancing the resort atmosphere.
Condo in St. Augustine Beach
4.95 out of 5 average rating, 134 reviews

Newly renovated! Steps to BEACH & POOL!

IanRating, 5 stars5 days ago
This is a great place to stay. It’s exactly as described. We are a family of four and there was more than enough space. The amenities were good and there are lots of good places nearby to eat and drink. We couldn’t have asked for a better place to spend a few days by the beach.
Top guest favorite
The image displays a well-maintained pool area surrounded by lounge chairs and umbrellas. Lush greenery and palm trees create a serene backdrop. The pool's depth is marked at 6 feet 7 inches, ensuring clear visibility of its dimensions and inviting atmosphere.
Condo in Ponte Vedra Beach
4.99 out of 5 average rating, 157 reviews

Gated Sawgrass Beach Club - WALK to BEACH!

KenRating, 5 stars1 month ago
We loved staying here and can’t wait to return! The condo is beautiful, well equipped and extremely clean. You feel right at home walking in. The furnishings are so pretty! Vanessa is a gem to work with, so kind and helpful, checking to see if we needed anything and quick to answer questions. It’s a quick walk on a lovely path to the beach. Vanessa provides so much for her guests including beach umbrellas and chairs and miscellaneous items you may have forgotten to bring. Get up early and see the sun rise!!! It’s amazing!!! Search for shark teeth and shells. Relax on the beach and just enjoy the time you’re there because it goes by quickly! Great places to eat nearby along with grocery stores and ice cream parlors.
Top guest favorite
A spacious heated pool is framed by palm trees and lounge chairs. A wooden gazebo with a shaded area is positioned in the background, providing an inviting spot for relaxation. The clear blue water reflects the bright sky, enhancing the tranquil atmosphere.
Condo in St. Augustine Beach
4.99 out of 5 average rating, 180 reviews

The Flirty Flamingo St Augustine Beach 3 BR Condo

GloriaRating, 5 stars1 week ago
Cindy is rated super host. It's no wonder; she's easily accessible, responsive and delightful. The unit itself? 5 out of 5. Beautifully decorated and appointed. Great proximity to pools AND beach. My sisters and I enjoyed everything needed for a week-long stress free/care free vacation. We so enjoyed meals out on the balcony overlooking the lagoon pool. Would we go back? YYYEEESSS ... in a heartbeat. Thank you, Cindy!
Top guest favorite
A spacious swimming pool is visible, surrounded by palm trees and lounge chairs. The inviting water reflects the clear blue sky. The pool area includes railings for safety and is located amidst the condo complex, with buildings and greenery in the background.
Condo in St. Augustine
5 out of 5 average rating, 244 reviews

Ocean Gallery 1/1, 2 pools

JenniferRating, 5 stars2 days ago
My family of 4 absolutely loved this place!! We all felt right at home. It had everything we needed, including 1 minute or less walk to the nearest pool and a 5 minute walk to a beautiful beach. The wagon and beach toys/chairs were so handy. We loved the patio and comfy beds. We slept so good there! Everything was so clean and well decorated. We will definitely come back!

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